2,5-Difluoronitrobenzene → 2-(4-Fluoro-2-nitro-phenylamino)-5-isopropyl-benzonitrile

HRID 131323ノート

反応式

HRID 131323 の反応式
[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([CH:10]([CH3:12])[CH3:11])=[CH:6][C:3]=1[C:4]#[N:5].F[C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=1[N+:21]([O-:23])=[O:22].O.[OH-].[Li+]>CS(C)=O>[F:20][C:17]1[CH:18]=[CH:19][C:14]([NH:1][C:2]2[CH:9]=[CH:8][C:7]([CH:10]([CH3:12])[CH3:11])=[CH:6][C:3]=2[C:4]#[N:5])=[C:15]([N+:21]([O-:23])=[O:22])[CH:16]=1

参加物

5

反応物 3

HCID 677672,5-DifluoronitrobenzeneHCID 168937Lithium hydroxide, monohydrateHCID 210934632-Amino-5-isopropylbenzonitrile

生成物 1

HCID 210934592-(4-Fluoro-2-nitro-phenylamino)-5-isopropyl-benzonitrile収率 81%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

Heat a solution of 2-amino-5-isopropyl-benzonitrile (1.482 g, 9.25 mmol) with 1,4-difluoro-2-nitro-benzene (1.47 g, 9.25 mmol) and lithium hydroxide monohydrate (0.78 g, 18.50 mmol) in DMSO (20 ml) to 70° C. for 38 hours. Cool the reaction to ambient temperature and pour into approximately 200 ml of ice water and stir for one hour. Collect by filtration the title compound which precipitates. No further purification is necessary to obtain 2.236 g (7.47 mmol, 81% yield) of the title compound as an orange amorphous solid: Mass Spectrum (m/e): 300(M+1).

後処理

  1. temperatureCool
  2. customthe reaction to ambient temperature
  3. filtrationCollect by filtration the title compound which
  4. customprecipitates
  5. customNo further purification

出典と根拠

ORDレコード
ord-6582b858a7dc4b12a586e38b3ad3f56b
出典データセット
uspto-grants-2008_06
特許番号
US07384934B2

反応ノート

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